Resort vacation rentals in Chittenden County

Find and book unique resort rentals on Airbnb

Top-rated resort rentals in Chittenden County

Guests agree: these resort rentals are highly rated for location, cleanliness, and more.

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Resort in Essex Junction
New place to stay

Cozy Country Inn Studio at The Essex Resort & Spa

*4-Night Minimum Required* The Essex is the perfect place to feed your spirit. The Essex offers a unique resort experience. Take a cooking class or enjoy a day at the Spa. Access to year-round Outdoor Hot tub, large Indoor Pool, and seasonal outdoor pool included. Access to Sauna and Steam room for $10/adult per day. Access local shops, restaurants, arts, and entertainment. Enjoy a stay-in suite with a kitchenette to enjoy all the comforts of home while staying at our Essex, VT accommodations.

Resort in Essex Junction
New place to stay

Country Inn Suite at The Essex Resort & Spa

*4-Night Minimum Required* The Essex is the perfect place to feed your spirit. The Essex offers a unique resort experience. Take a cooking class or enjoy a day at the Spa. Access to year-round Outdoor Hot tub, large Indoor Pool, and seasonal outdoor pool included. Access to Sauna and Steam room for $10/adult per day. Access local shops, restaurants, arts, and entertainment. Enjoy a stay-in suite with a kitchenette to enjoy all the comforts of home while staying at our Essex, VT accommodations.

A spacious resort building is nestled among snow-covered trees, with a backdrop of mountains under a clear blue sky. Fresh snow blankets the ground, accentuating the natural winter landscape. The inviting structure features a light-colored exterior and multiple sloped roofs.
Resort in Cambridge
4.43 out of 5 average rating, 14 reviews

Club Wyndham Smugglers' Notch Vermont One-Bedroom

Welcome to a self-contained mountain resort village, where each neighborhood (varying from wooded seclusion to Village Center proximity) features exclusive amenities. Your one-bedroom resort suite is perfect to return to after skiing down the three interconnected mountains or water sports on the lakes. Enjoy a full kitchen, balcony, fireplace and private bedroom and bath. Resort offers a heated pool, fitness center, game room, driving range, tennis, basketball, laundry facilities and more.

LocationValuePool

A large resort building is seen nestled among snow-covered grounds. The structure features multiple balconies and large windows, reflecting the bright blue sky. Majestic mountains provide a scenic backdrop, highlighting the winter setting.
Resort in Cambridge
4.25 out of 5 average rating, 16 reviews

Club Wyndham Smugglers' Notch Vermont Two-Bedroom

Welcome to a self-contained mountain resort village, where each neighborhood (varying from wooded seclusion to Village Center proximity) features exclusive amenities. Your two-bedroom resort suite is perfect to return to after skiing down the three interconnected mountains or water sports on the lakes. Enjoy a full kitchen, balcony, fireplace and private bedrooms. Resort offers a heated pool, fitness center, game room, driving range, tennis, basketball, laundry facilities and more.

ValueFamilyIndoor spaces

Superhost
Ski lift chairs are suspended above a snowy landscape, with mist rising from the ground illuminated by bright blue skies. The surrounding trees are visible in the background, creating a serene winter atmosphere.
Resort in Cambridge

Smuggler's Notch, Vermont / 1 Bd Deluxe

Ask about our ski season discounts!! This self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclusive amenities. Stunning mountains, pristine forests, winding lakes, and beautiful rivers. A gorgeous setting for a family getaway or romantic retreat where you will enjoy a spectacular natural playground, ideal for winter skiing and snowboarding, or summertime hiking, camping, golf, and tennis.

Superhost
Two skiers are seated on a ski lift, with winter gear visible. The lift ascends over a snow-covered resort, showcasing rooftops and tree-covered hills in the background. Majestic mountains rise in the distance, hinting at a network of skiing opportunities.
Resort in Cambridge

Smuggler's Notch, Vermont / Aspen Studio

Ask about our ski season discounts!! This self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclusive amenities. Stunning mountains, pristine forests, winding lakes, and beautiful rivers. A gorgeous setting for a family getaway or romantic retreat where you will enjoy a spectacular natural playground, ideal for winter skiing and snowboarding, or summertime hiking, camping, golf, and tennis.

Superhost
Ski lift chairs are seen ascending a snowy slope surrounded by trees blanketed in white snow. A clear blue sky provides a bright backdrop, enhancing the scenic winter landscape. The path below shows ski tracks leading up the mountain.
Resort in Cambridge

Smuggler's Notch, Vermont / Maples Studio

Ask about our ski season discounts!! This self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclusive amenities. Stunning mountains, pristine forests, winding lakes, and beautiful rivers. A gorgeous setting for a family getaway or romantic retreat where you will enjoy a spectacular natural playground, ideal for winter skiing and snowboarding, or summertime hiking, camping, golf, and tennis.

Superhost
A ski lift ascends through a snowy landscape, surrounded by snow-covered trees. Empty seats are visible, suspended over a snow-dusted path leading up the mountain, under a clear blue sky that enhances the winter scenery.
Resort in Cambridge

Smuggler's Notch, Vermont / 1 Bd Deluxe

Ask about our ski season discounts!! This self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclusive amenities. Stunning mountains, pristine forests, winding lakes, and beautiful rivers. A gorgeous setting for a family getaway or romantic retreat where you will enjoy a spectacular natural playground, ideal for winter skiing and snowboarding, or summertime hiking, camping, golf, and tennis.

Superhost
A ski lift ascends through a winter landscape adorned with snow-covered trees and a clear blue sky. Empty seats line the lift, providing a sense of tranquility amidst the surrounding snowy terrain.
Resort in Cambridge

Smuggler's Notch, Vermont / 1Bd Deluxe

Ask about our ski season discounts!! This self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclusive amenities. Stunning mountains, pristine forests, winding lakes, and beautiful rivers. A gorgeous setting for a family getaway or romantic retreat where you will enjoy a spectacular natural playground, ideal for winter skiing and snowboarding, or summertime hiking, camping, golf, and tennis.

Superhost
The image captures a ski lift ascending a snow-covered mountain. Surrounding trees are blanketed in frost, creating a serene winter landscape. The clear blue sky provides a bright backdrop, highlighting the tranquility of the scene.
Resort in Cambridge

Smuggler's Notch, Vermont- 2 Bedroom Deluxe Suite

Ask about our ski season discounts!! This self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclusive amenities. Stunning mountains, pristine forests, winding lakes, and beautiful rivers. A gorgeous setting for a family getaway or romantic retreat where you will enjoy a spectacular natural playground, ideal for winter skiing and snowboarding, or summertime hiking, camping, golf, and tennis.

LocationWalkabilityHospitality

Superhost
Ski lifts ascend a snowy slope against a backdrop of blue skies, with mist rising from the ground, creating a dynamic winter scene. Trees can be seen in the distance, enhancing the alpine atmosphere.
Resort in Cambridge

Smuggler's Notch, Vermont- 2 Bedroom Suite

Ask about our ski season discounts!! This self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclusive amenities. Stunning mountains, pristine forests, winding lakes, and beautiful rivers. A gorgeous setting for a family getaway or romantic retreat where you will enjoy a spectacular natural playground, ideal for winter skiing and snowboarding, or summertime hiking, camping, golf, and tennis.

Superhost
A ski lift ascends through a snowy landscape, surrounded by snow-covered trees. The clear, blue sky contrasts with the white snow, creating an inviting winter scene. Ski tracks are visible on the ground, indicating pathways used by skiers and snowboarders.
Resort in Cambridge

Smuggler's Notch, Vermont-2 Bedroom Presidential

Ask about our ski season discounts!! This self-contained mountain resort village where each neighborhood, from wooded seclusion to close proximity to the Village Center, features exclusive amenities. Stunning mountains, pristine forests, winding lakes, and beautiful rivers. A gorgeous setting for a family getaway or romantic retreat where you will enjoy a spectacular natural playground, ideal for winter skiing and snowboarding, or summertime hiking, camping, golf, and tennis.

Popular amenities for Chittenden County resort rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly resort rentals

Superhost
Two skiers are seated on a ski lift, with winter gear visible. The lift ascends over a snow-covered resort, showcasing rooftops and tree-covered hills in the background. Majestic mountains rise in the distance, hinting at a network of skiing opportunities.
Resort in Cambridge

Smuggler's Notch, Vermont / Aspen Studio

Superhost
Ski lift chairs are seen ascending a snowy slope surrounded by trees blanketed in white snow. A clear blue sky provides a bright backdrop, enhancing the scenic winter landscape. The path below shows ski tracks leading up the mountain.
Resort in Cambridge

Smuggler's Notch, Vermont / Maples Studio

Superhost
Ski lifts ascend a snowy slope against a backdrop of blue skies, with mist rising from the ground, creating a dynamic winter scene. Trees can be seen in the distance, enhancing the alpine atmosphere.
Resort in Cambridge

Smuggler's Notch, Vermont- 2 Bedroom Suite

Superhost
A ski lift ascends through a snowy landscape, surrounded by snow-covered trees. Empty seats are visible, suspended over a snow-dusted path leading up the mountain, under a clear blue sky that enhances the winter scenery.
Resort in Cambridge

Smuggler's Notch, Vermont / 1 Bd Deluxe

Superhost
The image captures a ski lift ascending a snow-covered mountain. Surrounding trees are blanketed in frost, creating a serene winter landscape. The clear blue sky provides a bright backdrop, highlighting the tranquility of the scene.
Resort in Cambridge

Smuggler's Notch, Vermont- 2 Bedroom Deluxe Suite

LocationWalkabilityAccuracy

Superhost
A ski lift ascends through a winter landscape adorned with snow-covered trees and a clear blue sky. Empty seats line the lift, providing a sense of tranquility amidst the surrounding snowy terrain.
Resort in Cambridge

Smuggler's Notch, Vermont / 1Bd Deluxe

Superhost
Ski lift chairs are suspended above a snowy landscape, with mist rising from the ground illuminated by bright blue skies. The surrounding trees are visible in the background, creating a serene winter atmosphere.
Resort in Cambridge

Smuggler's Notch, Vermont / 1 Bd Deluxe

Superhost
A ski lift ascends through a snowy landscape, surrounded by snow-covered trees. The clear, blue sky contrasts with the white snow, creating an inviting winter scene. Ski tracks are visible on the ground, indicating pathways used by skiers and snowboarders.
Resort in Cambridge

Smuggler's Notch, Vermont-2 Bedroom Presidential

Resort rentals with a pool

The exterior of a multi-story building is shown, surrounded by a snowy landscape and tall trees. The building features numerous windows and balconies, with a backdrop of a snow-covered mountain under a clear blue sky.
Resort in Cambridge
4.36 out of 5 average rating, 11 reviews

Club Wyndham Smugglers' Notch Vermont 3-Bedroom

FamilyLocationKitchen

Superhost
Two skiers are seated on a ski lift, with winter gear visible. The lift ascends over a snow-covered resort, showcasing rooftops and tree-covered hills in the background. Majestic mountains rise in the distance, hinting at a network of skiing opportunities.
Resort in Cambridge

Smuggler's Notch, Vermont / Aspen Studio

Superhost
The image captures a ski lift ascending a snow-covered mountain. Surrounding trees are blanketed in frost, creating a serene winter landscape. The clear blue sky provides a bright backdrop, highlighting the tranquility of the scene.
Resort in Cambridge

Smuggler's Notch, Vermont- 2 Bedroom Deluxe Suite

LocationAccuracySkiing

Superhost
Ski lifts ascend a snowy slope against a backdrop of blue skies, with mist rising from the ground, creating a dynamic winter scene. Trees can be seen in the distance, enhancing the alpine atmosphere.
Resort in Cambridge

Smuggler's Notch, Vermont- 2 Bedroom Suite

Superhost
Ski lift chairs are seen ascending a snowy slope surrounded by trees blanketed in white snow. A clear blue sky provides a bright backdrop, enhancing the scenic winter landscape. The path below shows ski tracks leading up the mountain.
Resort in Cambridge

Smuggler's Notch, Vermont / Maples Studio

Superhost
A ski lift ascends through a winter landscape adorned with snow-covered trees and a clear blue sky. Empty seats line the lift, providing a sense of tranquility amidst the surrounding snowy terrain.
Resort in Cambridge

Smuggler's Notch, Vermont / 1Bd Deluxe

Superhost
A ski lift ascends through a snowy landscape, surrounded by snow-covered trees. Empty seats are visible, suspended over a snow-dusted path leading up the mountain, under a clear blue sky that enhances the winter scenery.
Resort in Cambridge

Smuggler's Notch, Vermont / 1 Bd Deluxe

Superhost
Ski lift chairs are suspended above a snowy landscape, with mist rising from the ground illuminated by bright blue skies. The surrounding trees are visible in the background, creating a serene winter atmosphere.
Resort in Cambridge

Smuggler's Notch, Vermont / 1 Bd Deluxe

Other resort vacation rentals

Superhost
Two skiers are seated on a ski lift, with winter gear visible. The lift ascends over a snow-covered resort, showcasing rooftops and tree-covered hills in the background. Majestic mountains rise in the distance, hinting at a network of skiing opportunities.
Resort in Cambridge

Smuggler's Notch, Vermont / Aspen Studio

Superhost
Ski lift chairs are seen ascending a snowy slope surrounded by trees blanketed in white snow. A clear blue sky provides a bright backdrop, enhancing the scenic winter landscape. The path below shows ski tracks leading up the mountain.
Resort in Cambridge

Smuggler's Notch, Vermont / Maples Studio

Superhost
Ski lift chairs are suspended above a snowy landscape, with mist rising from the ground illuminated by bright blue skies. The surrounding trees are visible in the background, creating a serene winter atmosphere.
Resort in Cambridge

Smuggler's Notch, Vermont / 1 Bd Deluxe

Superhost
A ski lift ascends through a snowy landscape, surrounded by snow-covered trees. Empty seats are visible, suspended over a snow-dusted path leading up the mountain, under a clear blue sky that enhances the winter scenery.
Resort in Cambridge

Smuggler's Notch, Vermont / 1 Bd Deluxe

Superhost
A ski lift ascends through a winter landscape adorned with snow-covered trees and a clear blue sky. Empty seats line the lift, providing a sense of tranquility amidst the surrounding snowy terrain.
Resort in Cambridge

Smuggler's Notch, Vermont / 1Bd Deluxe

Superhost
The image captures a ski lift ascending a snow-covered mountain. Surrounding trees are blanketed in frost, creating a serene winter landscape. The clear blue sky provides a bright backdrop, highlighting the tranquility of the scene.
Resort in Cambridge

Smuggler's Notch, Vermont- 2 Bedroom Deluxe Suite

LocationAccuracyWalkability

Superhost
Ski lifts ascend a snowy slope against a backdrop of blue skies, with mist rising from the ground, creating a dynamic winter scene. Trees can be seen in the distance, enhancing the alpine atmosphere.
Resort in Cambridge

Smuggler's Notch, Vermont- 2 Bedroom Suite

Superhost
A ski lift ascends through a snowy landscape, surrounded by snow-covered trees. The clear, blue sky contrasts with the white snow, creating an inviting winter scene. Ski tracks are visible on the ground, indicating pathways used by skiers and snowboarders.
Resort in Cambridge

Smuggler's Notch, Vermont-2 Bedroom Presidential

Destinations to explore